Taxol

Reference work entry

CAS Registry Number: 33069-62-4 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Miscellaneous Alkaloids

Biological sources: Taxus baccata

C47H51NO14: 853.3309

Mp: 205–208°C (H2O–EtOH) [1], 213–216°C (dec.) [2]

[α]D −54° (MeOH), −21° (Py) [1]

UV: 230, 274, 282(4.46, 3.22, 3.07) [1]

IR: 3500–3300, 1730, 1710, 1650 [2]

MSm/z: 853(M+) [2]

MS(SIMS) m/z: 854(MH+), 836, 714, 447, 286, 268, 123 [1]

1H NMR: 1.14(3H, s, CH3-17), 1.22(3H, s, CH3-19), 1.67(3H, s, CH3-20), 1.80(3H, s, OAc-4), 2.20(3H, s, CH3-18), 2.36(3H, s, OAc-10), 3.80(1H, d, J = 6, H-3), 4.24(2H, s, 2H-16), 4.92(1H, d, J = 10, H-5), 5.68(1H, d, J = 6, H-2), 6.20(1H, br t, J = 8, H-13), 6.28(1H, s, H-10) [2]; 1.82, 2.50(each 1H, m, 2H-6), 2.25(2H, m, 2H-14), 4.38(1H, m, H-7), 4.76(1H, d, J = 3, H-2′), 5.76(1H, dd, J = 3, 9, H-3′), 6.97(1H, d, J = 9, NH), 7.36(5H, m, Ph-3′) [1]

HPLC: [3]

Pharm./Biol.: Antitumoral action [2, 4]

References

  1. 1.
    V. Senilh, S. Blechert, M. Colin, D. Guenard, F. Picot, P. Potier, P. Varenne, J. Nat. Prod. 47, 131 (1984)CrossRefGoogle Scholar
  2. 2.
    M.C. Wani, H.L. Taylor, M.E. Wall, P. Coggon, A.T. McPhail, J. Am. Chem. Soc. 93, 2325 (1971)CrossRefGoogle Scholar
  3. 3.
    S.D. Harvey, J.A. Campbell, R.G. Kelsey, N.C. Vance, J. Chromatogr. 587, 300 (1991)CrossRefGoogle Scholar
  4. 4.
    B.V. Sorochinskii, A.I. Prokhnevskii, Khim. Farm. Zh. XXV, 45 (1991)Google Scholar

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